2,3,4-tri-O-benzyl-6-O-(dibenzylphosphatyl)-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol

Base Information

Chemical Name:2,3,4-tri-O-benzyl-6-O-(dibenzylphosphatyl)-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol
CAS No.:1415305-59-7
Molecular Formula:C₆₀H₆₅O₉PSi
Molecular Weight:989.23
Hs Code.:

Synonyms:2,3,4-tri-O-benzyl-6-O-(dibenzylphosphatyl)-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol

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Chemical Property of 2,3,4-tri-O-benzyl-6-O-(dibenzylphosphatyl)-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol

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Technology Process of 2,3,4-tri-O-benzyl-6-O-(dibenzylphosphatyl)-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol

There total 5 articles about 2,3,4-tri-O-benzyl-6-O-(dibenzylphosphatyl)-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

: 1623-08-1
phosphoric acid dibenzyl ester

: 1415305-57-5
2,3,4-tri-O-benzyl-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol

: 1415305-59-7
2,3,4-tri-O-benzyl-6-O-(dibenzylphosphatyl)-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol

Guidance literature:: 2,3,4-tri-O-benzyl-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃;

phosphoric acid dibenzyl ester; In tetrahydrofuran; at 0 - 20 ℃; for 12h;
DOI:10.1039/c2ob26577j

Reference yield:

: 54606-67-6
allyl-2,3,4-tri-O-benzyl-6-O-trityl-D-glucopyranoside

: 1415305-59-7
2,3,4-tri-O-benzyl-6-O-(dibenzylphosphatyl)-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; dmap / dichloromethane

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Reflux

2.2: 8 h / Reflux

3.1: aluminum (III) chloride / diethyl ether / 5 h / 20 °C

4.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 °C

4.2: 12 h / 0 - 20 °C

With dmap; aluminum (III) chloride; di-isopropyl azodicarboxylate; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; mineral oil;
DOI:10.1039/c2ob26577j

Reference yield:

: 1415306-06-7
2,3,4-tri-O-benzyl-1-O-tert-butyldiphenylsilyl-6-O-trityl-D-glucitol

: 1415305-59-7
2,3,4-tri-O-benzyl-6-O-(dibenzylphosphatyl)-1-O-tert-butyldiphenylsilyl-5-O-propargyl-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Reflux

1.2: 8 h / Reflux

2.1: aluminum (III) chloride / diethyl ether / 5 h / 20 °C

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 °C

3.2: 12 h / 0 - 20 °C

With aluminum (III) chloride; di-isopropyl azodicarboxylate; sodium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; mineral oil;
DOI:10.1039/c2ob26577j